Trifluoroacetic acid → HCID 69677701, compound

HRID 1816774Notes

Reaction equation

HRID 1816774 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1.[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19].N[NH:24][C:25]([NH2:27])=[S:26].C(OCC)(=O)C>C1(C)C=CC=CC=1>[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19].[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]2[S:26][C:25]([NH2:27])=[N:24][N:13]=2)=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acid2×HCID 8857Ethyl AcetateHCID 2723789Thiosemicarbazide2×HCID 22494616HCID 22494616, compound

Product 1

HCID 69677701HCID 69677701, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4-(4-methoxybutoxy)benzonitrile (21.8 g) and trifluoroacetic acid (109 ml) in toluene (218 ml) was added thiosemicarbazide (11.62 g). The solution was stirred for 31 hours at 60° C., during which period additional thiosemicarbazide (2.90 g) and trifluoroacetic acid was added to the mixture. The reaction mixture was pulverized with ethyl acetate. The precipitate was collected by filtration and dried to give 5-[4-(4-methoxybutoxy)phenyl][1,3,4]thiadiazol-2-ylamine trifluoroacetic acid salt (15.10 g).

Workup

  1. additionwas added to the mixture
  2. filtrationThe precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-73425d270770437a95bbfdfa17e45916
Source dataset
uspto-grants-2005_04
Patent number
US06884868B1

Reaction notes

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